2-Amino-4-methoxy-6-methyl-1,3,5-triazine → HCID 13769574, compound

HRID 1249464Notes

Reaction equation

HRID 1249464 reaction equation
[N:1]([S:4]([C:7]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10])(=[O:6])=[O:5])=[C:2]=[O:3].[CH3:19][O:20][C:21]1[N:26]=[C:25]([CH3:27])[N:24]=[C:23]([NH2:28])[N:22]=1>ClCCl>[CH3:18][O:17][C:15]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([S:4]([NH:1][C:2]([NH:28][C:23]2[N:22]=[C:21]([O:20][CH3:19])[N:26]=[C:25]([CH3:27])[N:24]=2)=[O:3])(=[O:6])=[O:5])[CH:16]=1

Participants

4

Reactant 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 13769573HCID 13769573, compound

Product 1

HCID 13769574HCID 13769574, compoundYield 44.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 119 g of the compound of Example 6 in 100 ml dichloromethane was added over 0.25 hours to a suspension of 57 g of 4-methoxy-6-methyl-1,3,5-triazin-2-amine in 1000 ml dichloromethane. The reaction was heated at reflux for 3 to 4 hours, then stirred overnight at ambient temperature. The reaction mixture was filtered and dried. The crude product was dissolved in 2000 ml boiling dichloromethane, the solution filtered, and the filtrate evaporated in vacuo to give 75 g of the title compound, m.p. 183°-186° C.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 3 to 4 hours
  3. filtrationThe reaction mixture was filtered
  4. customdried
  5. dissolutionThe crude product was dissolved in 2000 ml
  6. filtrationthe solution filtered
  7. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-19656896fd684a2292e4111884ff8385
Source dataset
uspto-grants-1986_12
Patent number
US04632693

Reaction notes

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